A Simple Synthesis of D-Galactono-1,4-Lactone and Key Building Blocks for the Preparation of Galactofuranosides
作者: Vincent Lemau de TalancéEmilie ThieryGuillaume EppeSandy El BkassinyJérémie MortierStéphane P. Vincent
作者单位: 1University of Namur (FUNDP) , Académie Louvain, Département de Chimie, Laboratoire de Chimie Bio-Organique , rue de Bruxelles 61, B-5000 , Namur , Belgium
刊名: Journal of Carbohydrate Chemistry, 2011, Vol.30 (7-9), pp.605-617
来源数据库: Taylor & Francis Journal
DOI: 10.1080/07328303.2011.616273
关键词: LactoneGalactofuranoseArabinogalactanAnomeric oxidation
原始语种摘要: The oxidation of D-galactose by Br2 to yield D-galactono-1,4-lactone was developed and applied to the preparation of key building blocks for the synthesis of galactofuranosides. Three D-galactono-1,4-lactone derivatives protected as acetates, TBDMS ether, or acetonide were directly obtained in two steps on multigram scale with only one purification step. A mild deacetylation methodology afforded pure D-galactono-1,4-lactone and a new reduction of the lactone functionality using K-selectride was also optimized.
全文获取路径: Taylor & Francis  (合作)
影响因子:0.847 (2012)